5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

Base Information

Chemical Name:5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone
CAS No.:1408318-28-4
Molecular Formula:C₂₁H₂₃NO₄
Molecular Weight:353.418
Hs Code.:

Synonyms:5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

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Chemical Property of 5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

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Technology Process of 5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

There total 4 articles about 5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

: 100-64-1
cyclohexanone-oxime

: 1408318-27-3
5-oxo-1-(2-oxo-2-phenylethyl)cyclohexa-3-ene carboxylic acid

: 1408318-28-4
5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1021/jo3021488

Reference yield:

: 113445-19-5
methyl 3-methoxycyclohexa-2,5-dienecarboxylate

: 1408318-28-4
5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 2.5 h / -78 - 20 °C

2.1: toluene-4-sulfonic acid; water / 1,4-dioxane / 1.5 h / 100 °C

3.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 0 - 20 °C

With dmap; water; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
DOI:10.1021/jo3021488

Reference yield:

: 1408318-25-1
methyl 3-methoxy-1-(2-oxo-2-phenylethyl)cyclohexa-2,5-dienecarboxylate

: 1408318-28-4
5-(((cyclohexylideneamino)oxy)carbonyl)-5-(2-oxo-2-phenylethyl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid; water / 1,4-dioxane / 1.5 h / 100 °C

2: water; lithium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 0 - 20 °C

With dmap; water; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jo3021488